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Chemical resolution of spiroindanones and synthesis of chiroptical polymers with circularly polarized luminescence
Chemical Communications ( IF 4.3 ) Pub Date : 2023-06-09 , DOI: 10.1039/d3cc01748f Jiping Du 1 , Hui Li 1 , Tanping Wu 1 , Menglei Wang 1 , Rui Cheng 1 , Di Wu 1 , Yudong Yang 1 , Jingbo Lan 1
Chemical Communications ( IF 4.3 ) Pub Date : 2023-06-09 , DOI: 10.1039/d3cc01748f Jiping Du 1 , Hui Li 1 , Tanping Wu 1 , Menglei Wang 1 , Rui Cheng 1 , Di Wu 1 , Yudong Yang 1 , Jingbo Lan 1
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Herein, the synthesis and chemical resolution of 1,1′-spirobisindane-3,3′-dione have been accomplished utilizing inexpensive and readily available benzaldehyde and acetone as starting materials, and (1R,2R)- or (1S,2S)-1,2-diphenylethane-1,2-diol as a recyclable chiral resolution reagent. The further transformation of R- and S-1,1′-spirobisindane-3,3′-dione into chiral monomers and polymers has been achieved by the reasonable design of the synthetic route and the optimization of the polymerization conditions. The resulting chiroptical polymers exhibit blue emission with thermally activated delayed fluorescence (TADF), excellent optical activities with circular dichroism intensities per molar absorption coefficient (gabs) of up to 6.4 × 10−3, and intense circularly polarized luminescence (CPL) with luminescence dissymmetry factor (glum) values of up to 2.4 × 10−3.
中文翻译：
螺茚满酮的化学拆分及圆偏振发光手性光学聚合物的合成
在此，利用廉价易得的苯甲醛和丙酮作为起始原料，以及(1 R ,2 R )-或(1 S , 2 S )-1,2-二苯基乙烷-1,2-二醇作为可回收的手性拆分试剂。R-和S的进一步转化通过合成路线的合理设计和聚合条件的优化，实现了-1,1'-螺二茚满-3,3'-二酮转化为手性单体和聚合物。所得的手性光学聚合物表现出具有热激活延迟荧光（TADF）的蓝色发射、具有高达6.4×10 -3的圆二色性强度/摩尔吸收系数（gabs ）的优异光学活性以及具有发光的强烈圆偏振发光（CPL）不对称因子 ( g lum ) 值高达 2.4 × 10 -3。
更新日期：2023-06-09
中文翻译：
螺茚满酮的化学拆分及圆偏振发光手性光学聚合物的合成
在此，利用廉价易得的苯甲醛和丙酮作为起始原料，以及(1 R ,2 R )-或(1 S , 2 S )-1,2-二苯基乙烷-1,2-二醇作为可回收的手性拆分试剂。R-和S的进一步转化通过合成路线的合理设计和聚合条件的优化，实现了-1,1'-螺二茚满-3,3'-二酮转化为手性单体和聚合物。所得的手性光学聚合物表现出具有热激活延迟荧光（TADF）的蓝色发射、具有高达6.4×10 -3的圆二色性强度/摩尔吸收系数（gabs ）的优异光学活性以及具有发光的强烈圆偏振发光（CPL）不对称因子 ( g lum ) 值高达 2.4 × 10 -3。
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